OXYCARBANILINIO DERIVATIVES OF ARALKYLOXY-1-METHYLARYLPHOSPHONATES. SYNTHESIS AND CHARACTERIZATION

Abstract

The synthesis and the ¹H-NMR characterization of the title compounds is here described. These derivatives were prepared starting from salicylaldehyde which was alkylated at the phenolic hydroxyl group by the Williamson procedure and then converted into the corresponding a-hydroxy phosphoryl compound by triethyl phosphite in dry dioxane under a gaseous stream of HCI. The a-hydroxy phosphonic acid diethyl esters were then caused to react in dry CH₃CN at 50°C for a couple of days in order to yield the desired urethane, possessing a phosphonic group. The interest of the synthesized compounds lies in their potential biological and insecticide properties and as model compounds of phosphorus containing polyurethanes.

Key Words:

• Urethanes with phosphonic groups
• ¹H-NMR characterization
• α-hydroxy phosphonate intermediates